
Family-friendly vacation rentals in Grassina
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Top-rated family-friendly rentals in Grassina
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Grassina family-friendly rentals
Family-friendly home rentals with a hot tub

I Limoni Apartment in Tuscany
My friends and I celebrated New Year's Eve in this farmhouse surrounded by Tuscan nature. The house and garden are beautiful! The hosts were impeccable and responsive to our every request. I would recommend it for a quiet stay with friends. We found some bugs but the hosts were very kind and made us have an insecticide spray.

Holiday House "The Seasons of Bacchus"
The house is so nice, clean and cozy. Daniele gives us many helpful tips and place to go, very nice and proactive host.We enjoy our stay very much thanks to Daniele. The place is peaceful and easy to go anywhere, Pisa, Lucca, Florence and Cinque terra. Such a lovely house , highly recommend for family trip👍🏼

CASA AL BOSCO 1
We had a very pleasant time here. Carlotta was very friendly from the start, and even recommended local grocery stores. This place is a hidden gem! You are surrounded by beautiful trees & nature, but close enough to the town where you can easily catch the train to Florence. We absolutely loved it!

Charming estate with views
We loved Bernardino's place. It was super cozy, the garden and whirlpool were amazing. The kitchen had everything we needed. And Bernardino was super helpful with tips and answers to all our questions. Highly recommend if you're looking for a remote place to enjoy Tuscany.

M&G Apartment your home away from home
Amazing place. We felt right at home and loved the home right away. Super beautiful and fits my family of 5. Large and spacious home with lots of light . Clean bathroom and large bedrooms. Love everything about the location and the home. Thank you for hosting us.

The Vichiaccio Villa with Jacuzzi in Chianti
Incredible stay at Beatrice’s place. From booking to exit she had helped my group and I plan our stay in Tuscany finding wineries and vineyards to explore. She was so kind and pleasant to work with I would suggest her place to anyone! The kitchen was cozy and perfect for our group to spend time in while at the bnb. Every room was exactly as described. Perfect stay!

Suite Michelangelo with Terrace
Luciano’s place was fabulous! A wonderful experience from start to finish. Gorgeous, welcoming space easy walking distance to all attractions. Perfect for our family holiday. Felt like a home way from home.

Fortress area, Mansarda with terrace, Jacuzzi, A/C
The place is exactly what you need to stay for a couple days and enjoy the beautiful city off Florence
Family- and pet-friendly home rentals

A stone's throw from downtown and away from the chaos
Matrace is of memory foam. I slept very well but just something you should know if you don‘t like this type of matrace. Extra blankets were there and overall super comfortable bed. Wifi speed was fine, not as fast as I would have liked. Host was really nice. We would definitely come back here! Use the app „easypark“ for nearby affordable parking on a „pay as you go“ basis. Shop im the nearby esselunga supermarket.

Mugello Countryside House
Me and my wife had a wonderful stay at Lucrezia’s place, which offers a perfect blend of country charm just outside Florence. It’s conveniently located for a quick drive or train into the city whenever needed. The accommodations are both relaxing and comfortable, with everything you need to prepare meals at home. Lucrezia also recommended a fantastic local restaurant that exceeded my expectations. The property’s location is ideal, and I definatly recommend it to anyone looking for a peaceful getaway!

Only long term apt in a 17 century FARM
Magical stay at Paola's. Difficult to describe in a few words all the kindness she showed with us, we immediately felt at home. Paola picked us up by car from the station and greeted us with a nice bottle of wine and pizza - delicious -, difficult to have a better arrival especially after a long trip. She was very proactive throughout our stay and even took us half a day into the Chianti so we could visit a vineyard because we didn't have a car - we still can't go back from her generosity! She takes care of all her guests and her property is beautiful, we enjoyed the pool and the apartment is wonderfully well decorated and equipped. We would highly recommend staying with Paola, the best airbnb host we've had. Thanks again for everything Paola, you were wonderful, and we are already dreaming of coming back! Arrivederci!:)

Comfortable house Greve in Chianti
Our stay here was perfect! It is such a lovey Tuscan place that made us feel right at home. It is a short 10 minute walk from the center of Greve and it provides lovely views of the surrounding areas. Luana is very kind and quick to respond to our questions. We highly recommend this place for future guests! The only advice we can give for guests staying anywhere in Tuscany is to pick up some mosquito spray - they are everywhere.

Fienile Santa Teresa
Very private and peaceful. Beautiful view and the house was well equipped and comfortable. Host was very responsive and helpful.

APARTMENTS 3 people+ 4 people
Claudia is a great host, always very helpful and super nice. We felt very comfortable. The apartments have everything you need, the pool is great - very clean and with a wonderful view. The location is also great - in about 15 minutes you are in the Volterra and it only takes half an hour to get to San Gimignano. We will be happy to come back and thank you for the delicious oil and the beautiful vacation!

House between Firenze, Arezzo, chianti e Siena
Splendid location and excellent food! Perfect getaway in my opinion — I saw the prettiest sunset of my life surrounded by cats and ducks.

Poggio del Fattore-Villa with pool,hilltop,Chianti
A truly stunning place with incredibly welcoming hosts. The villa exceeded our expectations in every way. The interior is filled with beautiful historic furniture, details, paintings, and books. The cozy fireplace in the living room added a special charm. We loved making pizza in our very own wood-fired oven, using the outdoor BBQ, and dining al fresco surrounded by breathtaking views. Every moment at Poggio del Fattore felt special, offering the perfect blend of comfort and authenticity. Highly recommended for anyone looking to experience the beauty of the Tuscan countryside in style!
Family-friendly home rentals with a pool

Luxury Villa on Chianti Wine Estate
Our stay at the villa felt like living in a postcard- breathtaking surroundings! The historic villa was charming and comfortable for our group of 5. The area is idyllic and the onsite winery is a fantastic plus. We enjoyed the fireplace and the outdoor areas. Great laundry facilities as well . Vicky was very helpful and gave us great advice on local sites. We would definitely return !

Margherita
We had a lovely time with Cristiana and Sergio. The apartment "La Margherita" was very clean and spacious. The children enjoyed the pool and there was plenty of room for everyone. We received helpful tips and Cristiana was always open to questions and responded very quickly. For chess lovers, there is a beautiful board in a great location. Highly recommended!

Tuscan Villa
Five friends made to feel very welcome to this beautiful spacious villa with a lovely pool set amongst olive groves. The scenery that surrounded us was beautiful. Invited to Mark's villa who shared his knowledge and history of the olive groves which was very interesting and the hospitality received was first class (vino and yummy bruschetta's). This was the perfect place to stay and would highly recommend.

Idyllic with shared pool in the heart of Chianti
Heidi's apartment is situated in a larger complex on the outskirts of the village, just a short walk from the town center where you can find a church, a mini supermarket, bars, and a popular restaurant that is always fully booked. The village is ideally located in the heart of Chianti, making it a perfect starting point for exploring the region. You can drive along one of the scenic, winding roads to a wine tasting event, enjoy a bike ride through the picturesque countryside, or visit nearby cities like Siena or Florence (Firenze). One of the highlights of the apartment is the spacious swimming pool (1.35 m deep), which is perfect for cooling off during the hot summer days, especially if you have kids. The apartment itself is well-equipped, ensuring a comfortable stay. Communication with Heidi is easy and friendly. She provides detailed information on the check-in and check-out procedures, as well as instructions for using various amenities in the complex. We enjoyed our stay!

Amazing view, pool and relax, 5 adults
Andrea's accommodation was everything that we anticipated, from arrival to departure. We were welcomed by two amazing ladies who explained all that we needed to know about the house. We were a family of five, and the open plan layout with the kitchen area (fully equipped), dining area and lounge suited our Christmas celebrations. Andrea provided a Christmas tree which added to the festive atmosphere. The large fireplace in the lounge was great. It really did feel like home from home. Simona provided a pasta making session for my family that made for a delicious dinner. Planning to return soon.

12/14 people, WiFi, SW pool, catering
The place is magnificent and very well kept, clean and super cozy. It's a little out of the way but we chose it just for the secluded location and surrounded by nature; in any case with a halfhour by car you can get to several wonderful places. Nicola was very kind and helpful. I highly recommend a stay here, it's refreshing!!

La Felce Country House
Cristina is the ultimate host! Everything was immaculate and set up for us. We traveled with two young kids, and she was proactively prepared with a crib & high chair. She also had amazing recommendations and answered any questions for us. Led us to a spectacular sunset winery in the hills. The premise has stunning views and hanging poolside in the mountains, was just what the doctor ordered. Highly recommended and makes you feel like family!

Tuscan farmhouse with private pool and views
Fantastic accommodation with lovely views of the countryside. Especially loved the fire place and large spacious kitchen. Charley and Ann were very gracious hosts and I would have no problem recommending this accommodation to anyone who wants to visit Tuscany. The accommodation was within 30 mins of most tourist towns and trains which made it excellent for day trips.
Quick stats about vacation rentals that are family-friendly in Grassina
Total rentals
30 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
620 reviews
Rentals with a pool
30 properties have a pool
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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